The Boy Book

It looks like you mean The Boy Book by E. Lockhart. This witty and honest novel follows Ruby Oliver as she navigates the confusing world of friendships, crushes, and high school drama after a disastrous previous year. Using a humorous “boyfriend list” to make sense of her romantic history, Ruby tries to rebuild her social life, understand her feelings, and figure out who she really is, all while dealing with the ups and downs of teenage relationships and self-discovery.